3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

Base Information

Chemical Name:3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine
CAS No.:1332507-70-6
Molecular Formula:C₄₉H₈₃BrN₄O₉Si₄
Molecular Weight:1064.47
Hs Code.:

Synonyms:3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

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Chemical Property of 3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

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Technology Process of 3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

There total 8 articles about 3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

: 1332507-67-1
N-[4-(2-N-benzylcarbamylethoxy-4,6-dihydroxyphenyl)]-2'-deoxy-5-bromouridine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1332507-70-6
3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.tet.2011.03.111

Reference yield:

: 1332507-64-8
3',5'-di-O-acetyl-N-[4-(2,6-dihydroxy-4-O-pivaloylphenyl)]-2'-deoxy-5-bromouridine

: 1332507-70-6
3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

Guidance literature:: Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 0.5 h / 20 °C

3: 1H-imidazole; dmap / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.03.111

Reference yield:

: 1332507-65-9
3',5'-di-O-acetyl-N-[4-(2-N-benzylcarbamyl-ethoxy-6-hydroxy-4-O-pivaloylphenyl)]-2'-deoxy-5-bromouridine

: 1332507-70-6
3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 0.5 h / 20 °C

2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; potassium carbonate; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.03.111